Dodecyl aldehyde

Dodecyl aldehyde Basic information
Product Name:Dodecyl aldehyde
Synonyms:1-Dodecyl aldehyde;1-dodecylaldehyde;C-12 aldehyde, lauric;c-12aldehyde,lauric;Duodecylic aldehyde;LAURALDEHYDE(SG);ALDEHYDE C-12 LAURIC, NATURAL;Aldehyde C12, Dodecanal, Lauraldehyde, Lauric aldehyde, Laurinaldehyde
CAS:112-54-9
MF:C12H24O
MW:184.32
EINECS:203-983-6
Product Categories:Aldehydes;Aspalathus linearis (Rooibos tea);Building Blocks;C10-C12;Carbonyl Compounds;Chemical Synthesis;Citrus aurantium (Seville orange);Nutrition Research;Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb)
Mol File:112-54-9.mol
Dodecyl aldehyde Structure
Dodecyl aldehyde Chemical Properties
Melting point 12 °C
Boiling point 185 °C/100 mmHg (lit.)
density 0.831 g/mL at 25 °C (lit.)
vapor pressure <300 hPa (50 °C)
FEMA 2615 | LAURIC ALDEHYDE
refractive index n20/D 1.435(lit.)
Fp 215 °F
storage temp. Store at +2°C to +8°C.
solubility soluble in Chloroform, Methanol
form neat
color White or Colorless to Light yellow
Odorat 10.00 % in dipropylene glycol. soapy waxy aldehydic citrus green floral
Odor Typealdehydic
Water Solubility Insoluble
JECFA Number110
BRN 1703917
Stability:Stable. Combustible. Incompatible with strong oxidizing agents, strong reducing agents, strong bases.
LogP4.9 at 35℃
CAS DataBase Reference112-54-9(CAS DataBase Reference)
NIST Chemistry ReferenceDodecanal(112-54-9)
EPA Substance Registry SystemDodecanal (112-54-9)
Safety Information
Hazard Codes Xi,N
Risk Statements 36/37/38-51/53-38
Safety Statements 26-36-61-37-29
RIDADR UN 3082 9 / PGIII
WGK Germany 2
RTECS JR1910000
10-23
Autoignition Temperature200 °C
Hazard Note Irritant
TSCA Yes
HS Code 29121900
ToxicityLD50 orally in Rabbit: 23000 mg/kg
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Dodecyl aldehyde Usage And Synthesis
Chemical PropertiesDodecanal is a colorless liquid with a waxy odor; in high dilution, it is reminiscent of violets. Dodecanal occurs in several citrus oils and has been found in small amounts in essential oils obtained from several Pinus species. It is used in perfumery in conifer fragrances with fatty, waxy notes, but also in many other odor types. It is added to aroma compositions to obtain citrus notes.
Chemical PropertiesLauric aldehyde has a characteristic fatty odor reminiscent of violet on dilution and a fatty, woody taste.
Chemical Propertiescolourless liquid
OccurrenceReported found in the essential oils of lemon, sweet orange, bitter orange, mandarin, Mexican lime and petitgrain bigarade and in the turpentine of some varieties of pine. Also reported found in berries, apple, carrot, celery, cucumber, rutabaga, ginger, wheat bread, cheeses, milk, butter, caviar, fatty fish, roast chicken, cooked beef and pork, hop oil, beer, rum, peanut, mango, kelp, coriander seed and leaf, lovage leaf, buckwheat, cherimoya, mountain papaya, clam, scallop, loganberry and mate.
UsesDodecyl aldehyde is used as a fragrance agent. It is used as a common ingredient in perfumery. It's end applications include soap, detergent, beauty care product, household product.
UsesDodecanal is a fragrance agent that is found in soaps, perfumes as well as in food flavoring materials.
PreparationBy oxidation of the corresponding alcohol or reduction of the acid
DefinitionChEBI: Dodecanal is a long-chain fatty aldehyde that is dodecane in which two hydrogens attached to a terminal carbon are replaced by an oxo group. It has a role as a plant metabolite. It is a 2,3-saturated fatty aldehyde, a medium-chain fatty aldehyde and a long-chain fatty aldehyde. It derives from a hydride of a dodecane.
Aroma threshold valuesDetection: 0.5 to 1.5 ppb; aroma characteristics at 2.0%: soapy, waxy, aldehydic, citrus, orange rindy with floral nuances
Taste threshold valuesTaste characteristics at 2.0 ppm: soapy, waxy, citrus, orange mandarin.
Synthesis Reference(s)Chemistry Letters, 11, p. 1081, 1982
Journal of the American Chemical Society, 99, p. 7365, 1977 DOI: 10.1021/ja00464a051
Tetrahedron Letters, 17, p. 2503, 1976
General DescriptionLauric aldehyde is one of the main aliphatic green volatile compounds in macerated grape cluster stems. It is also one of the key flavor constituents of grapefruit oil.
Flammability and ExplosibilityNonflammable
Safety ProfileMildly toxic by ingestion. A human and experimental skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
MetabolismSee monograph on aldehyde C-8*
Purification MethodsConvert lauraldehyde to the bisufite addition compound by shaking with saturated aqueous NaHSO3 for 1hour. The precipitate is filtered off, washed with ice cold water, EtOH and ether, then decomposed with aqueous Na2CO3. The aldehyde is extracted into diethyl ether which, after drying and evaporating, gives an oil which is fractionally distilled under vacuum. [Beilstein 1 IV 3380.]
Dodecyl aldehyde Preparation Products And Raw materials
Raw materialsLauric acid-->1-Dodecanol-->Manganese carbonate
Preparation Products1-IODOUNDECANE-->1,4-Dihydroxynaphthalene-->Dodecanamide-->Dodecane
Lauric acid 1-Dodecanol Dodecanedioic acid Dodecyl aldehyde 1,11-Undecanedicarboxylic acid Cyclopentadecanone 1-Nonanal Paraldehyde Lauroyl chloride AGARIC ACID LAUREL LEAF OIL Tetradecanedioic acid MARGAROYL CHLORIDE 12-HYDROXYDODECANOIC ACID Dibutyltin dilaurate Tridecanoic acid cyclamen aldehyde Palmitoyl chloride Lauric Aldehyde

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